PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Sissy Boy Pegging Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Pegging
    Boy
    Sissy Boy
    Boy Sissy
    Strong Girl Pegging Her Sissy Boy
    Sissy Crossdresser
    Sissy Training
    Lady Boy
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Teen Sissy Boy
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.7M views
    • Strong girl pegging her sissy boy. (part 2)
      10:16
      Strong girl pegging her sissy boy. (part 2)
      82.8K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • New Girl in the Sissy Harem
      11:29
      New Girl in the Sissy Harem
      Natalie Napoli
      16K views
    • Mistress Eudora's Anal Slut
      05:28
      Mistress Eudora's Anal Slut
      Loren Aprile
      140.2K views
    • Japanese shemale schoolgirls pegging anal fuck
      07:19
      Japanese shemale schoolgirls pegging anal fuck
      SissyKanisa
      185.4K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      472K views
    • Shemale petite sexy trans girl ladyboy cum orgasm pegging
      02:45
      Shemale petite sexy trans girl ladyboy cum orgasm pegging
      SissyGirlTs
      4.2K views
    • Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
      24:55
      Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
      Shemale TS Collection
      81.1K views
    • Mistress Kora Bell Dominates Nikki Von Sixx & Good Boi Pup: a Spit-roast & Anal Fisting Extravaganza
      16:35
      Mistress Kora Bell Dominates Nikki Von Sixx & Good Boi Pup: a Spit-roast & Anal Fisting Extravaganza
      MistressKoraBell
      8.6K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • Sexy Sissy Gets Anal Training by Her MILF Mistress and Fucked with Huge Dildo and Cweet Cumshot
      11:12
      Sexy Sissy Gets Anal Training by Her MILF Mistress and Fucked with Huge Dildo and Cweet Cumshot
      Margo-apollo
      6K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • White blonde boy slut dressed and pov ass submissive pose
      10:15
      White blonde boy slut dressed and pov ass submissive pose
      Seoul Sat
      3.8K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2M views
    • Abusing My Boi Pussy Full Length Video
      19:26
      Abusing My Boi Pussy Full Length Video
      Tiffany Ciskiss
      31.8K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      08:12
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      nbnabunny
      1.6M views
    • Femdom Strapon Pegging Cumshot!
      06:05
      Femdom Strapon Pegging Cumshot!
      KinkyHome
      744.2K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Trans and TV CD Fuckfest
      11:12
      Trans and TV CD Fuckfest
      Mistress Jodie May
      92.8K views
    • I finally let my stepsis fuck my trans pussy
      05:30
      I finally let my stepsis fuck my trans pussy
      CutePinkUnicorn
      596.3K views
    • The destruction of Jodie - MILF Lisa and TGirl Lucy anal fucking and pegging Jodie
      15:05
      The destruction of Jodie - MILF Lisa and TGirl Lucy anal fucking and pegging Jodie
      Spike Essex
      224.4K views
    • Extreme Cock for Sissy Hole!!
      05:24
      Extreme Cock for Sissy Hole!!
      Lola Spais
      265.8K views
    • Dress Up Sissy Costume Tasks
      10:49
      Dress Up Sissy Costume Tasks
      Natalie Napoli
      20.7K views
    • Feminized for Girls Night Out (Full Movie)
      23:39
      Feminized for Girls Night Out (Full Movie)
      Bailey Wilde
      543.8K views
    • Rough hardcore pegging in hospital
      07:47
      Rough hardcore pegging in hospital
      KinkyHome
      505.6K views
    • Anal Room Service with Mistress Lilith
      02:34
      Anal Room Service with Mistress Lilith
      Loren Aprile
      419.9K views
    • Girls playing before going out
      47:16
      Girls playing before going out
      Alfacontent World
      234.6K views
    • Sissy gets pegged
      04:31
      Sissy gets pegged
      194.1K views
    • College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to
      00:53
      College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to
      Jasmine_dlight
      123.6K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • AB121 Lustful succubus extreme training
      02:42
      AB121 Lustful succubus extreme training
      Abby Kitty
      154.1K views
    • Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
      16:50
      Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
      Dominatrix Eva
      631.3K views
    • HotTs Trans Ebony Jessica Black fucks Lance Hart’s Ass
      05:49
      HotTs Trans Ebony Jessica Black fucks Lance Hart’s Ass
      Hot TS
      195.9K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      735K views
    • Goth Crossdresser Pegged and Swallows Own Cum
      10:08
      Goth Crossdresser Pegged and Swallows Own Cum
      Bailey Wilde
      38.1K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.8M views
    • Trans Threesome Sissy Slut Jessica Bloom Gets Pegged While Sucking Cock
      06:32
      Trans Threesome Sissy Slut Jessica Bloom Gets Pegged While Sucking Cock
      Jessica Bloom
      224K views
    • Trans Taking an Anal Virginity
      08:12
      Trans Taking an Anal Virginity
      Mistress Jodie May
      374.6K views
    • Golden Shower and Piss Enema in the Garden for the Anal Slut
      01:18
      Golden Shower and Piss Enema in the Garden for the Anal Slut
      Loren Aprile
      376.2K views
    • Femdom pegging
      05:27
      Femdom pegging
      49.7K views
    • Mistress Jane and Gigi
      02:01
      Mistress Jane and Gigi
      135.1K views
    • Pegging Hardcore with Mistress Revenge
      05:36
      Pegging Hardcore with Mistress Revenge
      Loren Aprile
      15.7K views
    • Predicament Bondage
      22:28
      Predicament Bondage
      Twistedrama
      85.5K views
    • POV Hard Pegging Jasmine Dlight From Mistress
      02:17
      POV Hard Pegging Jasmine Dlight From Mistress
      Jasmine_dlight
      110.1K views
    • Citor3 3D VR Game: SFM Bondage thick huge tits huge ass futanari fucks male slave in horror porn
      11:31
      Citor3 3D VR Game: SFM Bondage thick huge tits huge ass futanari fucks male slave in horror porn
      Citor3
      193.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Sissy Boy Pegging

    • Sissy Strapon Pegging by Step Mom
    • Husband Pegged in Front of Wife
    • Femdom With Crossdresser
    • Femboy Domination
    • Girlfriend Catches Me Crossdressing
    • Sissypink Boy
    • Crossdress Blackmail
    • Extrem Crossdressers
    • Feminization Bondage
    • Transforming You Into a Shemale Whore
    • Lesbian Strap on
    • Extreme Homemade
    • Traps Femboys and Sissys
    • Girly Boys
    • Strapon Sissies
    • Husband Pegged
    • Cross Dresser Fucked
    • Amateur Sissygasm
    • Permanent Sissification
    • Feminized
    Monetize your content
    Become a creator

    xHamster

    • About us
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster Awards 2025

    Help

    • FAQ
    • Contact us
    • Content Removal
    • Improve xHamster

    Legal

    • Terms of use
    • Privacy policy
    • Cookies policy
    • DMCA/Copyright
    • Parental Controls
    • EU DSA
    • Trust and Safety

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults
    xHamster is adults only website!

    The content available on xHamster may contain pornographic materials.

    xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

    One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

    Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

    To enter xHamster you must be 18 or older
    how to protect your minors
    RTA Restricted To AdultsRTA Restricted To Adults